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Must-do experiences

San Gimignano: Tuscan Cooking Class & Wine PairingLearn to make fresh pasta, antipasti and meat dishes at a family farmhouse near San Gimignano. Includes 5-6 course lunch with local wine and small group cooking class.
- 664 reviews
- 4.97★
- Duration
- 3h
- start times · Every day
- 2

San Gimignano: Organic Wine Tasting & Farm Food PairingTaste eight wines from a family estate near San Gimignano with homemade pizza, local cheeses, and vegetables. Includes vineyard, cellar, and Vin Santo aging room tours.
- 192 reviews
- 4.99★
- Duration
- 2h 45m

San Gimignano: Private Wine & Olive Oil Tasting LunchFeel the warmth of a Tuscan family-run farm near San Gimignano, tasting organic wines and olive oils with a homemade lunch. Includes local guide and easy access.
- 119 reviews
- 4.62★
- Duration
- 1h 30m
- start times · Mon–Fri
- 5
Recommended (7)

Tuscany Wine Tour from San Gimignano: 2 Wineries & Chianti
- 82 reviews
- 4.85★
- Duration
- 6h


San Gimignano wine tasting at Cesani: 5 wines and cellar tour
- 53 reviews
- 4.91★
- Duration
- 1h 30m

Vintage Fiat 500 Tour: Chianti Wine & Lunch from San Gimignano
- 52 reviews
- 4.35★
- Duration
- 7h

Horseback Riding in Tuscany: Vineyards, Lunch & Wine Tasting
- 46 reviews
- 4.98★
- Duration
- 7h

Vernaccia Vineyard Tasting San Gimignano: Wine & Meal
- 46 reviews
- 4.80★
- Duration
- 1h 30m

Truffle Hunting & Lunch in San Gimignano with Expert Guides
- 45 reviews
- 4.89★
- Duration
- 3h
Lowest price (10)

San Gimignano: Chianti Wine Tasting & Tuscan AppetizersFamily winery near San Gimignano with 4-wine tasting, cellar tour, vineyard walk, and local cheese, ham & bruschetta. Learn Chianti winemaking firsthand.
- 10 reviews
- 4.60★
- Duration
- 1h
- start times · Mon–Sat
- 2

Organic Wine Tour & Tasting: Chianti Classico Vineyard ViewsSpend 75 minutes at Casa Emma, an organic family farm in Chianti Classico, touring the cellar and tasting five wines on a terrace overlooking the vines they came from.
- 38 reviews
- 4.82★
- Duration
- 1h 15m
- start times · Every day
- 2

San Gimignano Wine & Olive Oil Tasting: Organic farm, 45 minutesTaste four organic wines and three extra virgin olive oils at a family farm within walking distance of San Gimignano's center.
- 23 reviews
- 4.83★
- Duration
- 45m
- start times · Mon–Fri
- 8

San Gimignano wine & olive oil tasting organic estateTaste organic wines, extra virgin olive oils and balsamic vinegar on a family farm near San Gimignano.
- 33 reviews
- 4.58★
- Duration
- 1h
- start times · Every day
- 3

San Gimignano Wine, Oil & Cheese Tasting: Private Tuscan TastingTaste 4 to 5 organic Tuscan wines with extra virgin olive oil and aged balsamic vinegar at a family-run winery overlooking San Gimignano's medieval.
- 18 reviews
- 4.72★
- Duration
- 1h

San Gimignano wine, olive oil & cheese tasting: Organic VernacciaTaste four organic wines and six extra virgin olive oils at a family farm near San Gimignano, with bruschette and aged pecorino cheese.
- 12 reviews
- 4.08★
- Duration
- 45m
- start times · Mon–Fri
- 8

San Gimignano Sunset Dinner: Wine Tasting on the TerraceWatch the light turn gold over medieval towers while you taste eight Tuscan wines and eat a full dinner on a panoramic terrace in San Gimignano at sunset.
- 15 reviews
- 4.93★
- Duration
- 2h 15m
- Every day
- 18:00

Wine and Food Tasting in San Gimignano: Vernaccia LessonLearn to taste Vernaccia di San Gimignano DOCG and five other Tuscan wines with food pairings in a two-hour lesson at the Rocca di Montestaffoli.
- 16 reviews
- 4.88★
- Duration
- 2h
- Every day
- 11:00

San Gimignano Wine & Olive Oil Tasting: Private Tuscan MealTaste organic Vernaccia wines and extra virgin olive oils in a historic San Gimignano vineyard.
- 21 reviews
- 4.86★
- Duration
- 1h 30m
- start times · Mon–Fri
- 7

San Gimignano wine, oil & vinegar tasting with Tuscan mealTaste organic Vernaccia wine, extra virgin olive oil and balsamic vinegar in a private San Gimignano vineyard.
- 19 reviews
- 4.79★
- Duration
- 1h 30m
- start times · Mon–Fri
- 8
San Gimignano at a glance ✓ 2026-11-03
- Most booked: San Gimignano: Tuscan Cooking Class & Wine Pairing, € 130 (3h, 4.97★ · 664).
- Top rated: San Gimignano: Organic Wine Tasting & Farm Food Pairing, € 80 (2h 45m, 4.99★ · 192).
- Best value: San Gimignano: Private Wine & Olive Oil Tasting Lunch, € 68 (1h 30m, 4.62★ · 119).
Of the 67 experiences: 67 with free cancellation, 59 with instant confirmation, 4 with hotel pickup and 49 bookable last-minute.
